Leesburg Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Leesburg vacation rentals

Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (13 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is CA $125
CA $286 total
includes taxes & fees
Jun 15 - Jun 16
Waterfront Cottage on Haynes Creek

Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.8 out of 10, Excellent, (15 reviews)
"Amazing stay!"
United States
Dennis
The price is CA $119
CA $357 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Home w/ Game Room Villages and Lake Harris

Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
8.8 out of 10, Excellent, (28 reviews)
"Great location, clean and very good communications with owner. I’d definitely stay again."
United States
Dennis B.
The price is CA $105
CA $253 total
includes taxes & fees
Jun 16 - Jun 17
Guest House with pool, boat parking

Paradise on Lake Harris Apt #102

Paradise on Lake Harris Apt #102
Leesburg
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to the fishing tournament we were in town for, clean and AC worked well, and owner was very nice. "
United States
Allison B.
The price is CA $244
CA $303 total
includes taxes & fees
Jun 15 - Jun 16
Paradise on Lake Harris Apt #102

Charming Leesburg Cottage/Walk to HistoricDowntown

Charming Leesburg Cottage/Walk to HistoricDowntown
Leesburg
The price is CA $260
CA $639 total
includes taxes & fees
Jun 15 - Jun 16
Charming Leesburg Cottage/Walk to HistoricDowntown

Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
9.4 out of 10, Exceptional, (28 reviews)
"We loved everything about our stay thank you so much. We were i. Town for my daughters wedding and your place was so special and made this trip so nice."
United States
Leslie H.
The price is CA $441
CA $812 total
includes taxes & fees
Jun 17 - Jun 18
Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Paradise on Lake Harris Apt #201

Paradise on Lake Harris Apt #201
Leesburg
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed our stay. Beautiful property in a very quiet area but a very short walk or drive to restaurants and shopping."
United States
Ora P.
The price is CA $229
CA $285 total
includes taxes & fees
Jun 15 - Jun 16
Paradise on Lake Harris Apt #201

Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101
Leesburg
9.2 out of 10, Wonderful, (10 reviews)
"What a wonderful, clean and great vibing place to stay! We visited for a short adults only get away to explore the Harris chain and we will definitely be staying here again! Thank you!"
United States
Mendy H.
The price is CA $275
CA $341 total
includes taxes & fees
Jun 15 - Jun 16
Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #202

Paradise on Lake Harris Apt #202
Leesburg
10.0 out of 10, Exceptional, (1 review)
"We stayed for a month, enjoyed the views of the lake to the south and lake to the north. Garry is friendly and staff are available for any request."
United States
Daryle F.
The price is CA $259
CA $323 total
includes taxes & fees
Jun 15 - Jun 16
Paradise on Lake Harris Apt #202

Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
The price is CA $105
CA $520 total
includes taxes & fees
Jun 15 - Jun 16
Lakefront Retreat • Patio + Grill • Pet Friendly

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Altoona
9.8 out of 10, Exceptional, (31 reviews)
"The host was welcoming and our stay was very enjoyable. "
United States
Tom H.
The price is CA $130
CA $211 total
includes taxes & fees
Jun 15 - Jun 16
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable

Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable
Silver Springs
10.0 out of 10, Exceptional, (35 reviews)
"Great place to stay, very clean!"
United States
JESSICA S.
The price is CA $142
CA $233 total
includes taxes & fees
Jun 15 - Jun 16
Cozy RV in Enchanting Silver Springs with WiFi, AC, TV, fire pit & horse stable

36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages

36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
Summerfield
9.4 out of 10, Exceptional, (8 reviews)
"Ginny and Eric were wonderful host. The RV is well stocked and very clean. We enjoyed our stay and look forward to a return stay."
United States
Carolyn
The price is CA $77
CA $192 total
includes taxes & fees
Jun 17 - Jun 18
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is CA $208
CA $231 total
includes taxes & fees
Jun 15 - Jun 16
Historic Tremain Cottages

2 Mi to Lake Sumter Landing: Home in The Villages

2 Mi to Lake Sumter Landing: Home in The Villages
3.0 star property
Mallory Square
The price is CA $112
CA $470 total
includes taxes & fees
Jun 25 - Jun 26
2 Mi to Lake Sumter Landing: Home in The Villages

ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (34 reviews)
"Nice room the shower was my favorite thing "
United States
Jennifer L.
The price is CA $130
CA $219 total
includes taxes & fees
Jun 15 - Jun 16
ROOM 04 - Lake Sumner

Lil’ Scotty - Private Cozy Efficiency

Lil’ Scotty - Private Cozy Efficiency
Mount Dora
9.4 out of 10, Exceptional, (8 reviews)
"Great stay easy check in and checkout great host beautiful guest house"
United States
Fabio M.
The price is CA $123
CA $204 total
includes taxes & fees
Jun 15 - Jun 16
Lil’ Scotty - Private Cozy Efficiency

2 Mi to Lake Sumter Landing: Home in The Villages

2 Mi to Lake Sumter Landing: Home in The Villages
Mallory Square
10.0 out of 10, Exceptional, (11 reviews)
"Very nice house in a great location."
United States
Nathan C.
The price is CA $99
CA $476 total
includes taxes & fees
Jun 25 - Jun 26
2 Mi to Lake Sumter Landing: Home in The Villages

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Alhambra
9.8 out of 10, Exceptional, (27 reviews)
"Great location! "
United States
Kerry S.
The price is CA $138
CA $380 total
includes taxes & fees
Jul 7 - Jul 8
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen

Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Alhambra
10.0 out of 10, Exceptional, (6 reviews)
"House was spotless, and furniture was very comfortable. Location was perfect between Spanish Springs and Lake Sumter. Host was easy to get ahold of to answer any of our questions. Would stay here again!!!"
United States
Gregory S.
The price is CA $111
CA $346 total
includes taxes & fees
Jul 7 - Jul 8
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Leesburg Hotel Reviews

Find out more about Leesburg

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Leesburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals in Leesburg close to Leesburg Center for the Arts, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Leesburg. The live music and festivals are some other things you might like to check out during your trip.

What's the top vacation rental that Leesburg has to offer?

Spacious 5 bedroom 3.5 bath POOL home with Gym!!: Visitors give good reviews to this Leesburg vacation home rental, which offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Leesburg is Cozy Home w/ Game Room Villages and Lake Harris.

How many vacation rentals are there in Leesburg?

Expedia has 38 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Venetian Gardens and Treasure Island are a couple of scenic spots to enjoy the outdoors, whereas Paul P. Williams Auditorium is one of the cultural attractions. Lake Griffin and Lake Square Mall are other places to visit while you're in town.

What are vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Leesburg. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.